Sodium Hydroxide → 5331-92-0

HRID 1576977Notes

Reaction equation

HRID 1576977 reaction equation
[OH-:1].[Na+].Cl.[NH2:4]O.[Cl:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=1[Cl:15])[CH:10]=O>O.C(O)C>[Cl:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=1[Cl:15])[CH:10]=[N:4][OH:1]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 227103,4-DichlorobenzaldehydeHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 2207415331-92-0Yield 76.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 34.3 g of sodium hydroxide in 50 ml of water was slowly added to a solution prepared by mixing a solution of 47.5 g of hydroxylamine hydrochloride in 60 ml of water with a solution of 100 g of 3,4-dichlorobenzaldehyde in 300 ml of ethanol. The mixture was heated at reflux on a steam bath for half an hour, then stirred at ambient temperature for 16 hours. The separated solid was collected and the filtrate was poured into 600 ml of ice. Carbon dioxide was bubbled into the cold aqueous mixture for 30 minutes and the solid which separated was collected by filtration. The solids were triturated with hot methylene chloride and the methylene chloride removed to give 83.3 g of crude 3,4-dichlorobenzaldoxime which was used without further purification.

Workup

  1. customprepared
  2. temperatureThe mixture was heated
  3. temperatureat reflux on a steam bath for half an hour
  4. customThe separated solid was collected
  5. additionthe filtrate was poured into 600 ml of ice
  6. customCarbon dioxide was bubbled into the cold aqueous mixture for 30 minutes
  7. customthe solid which separated
  8. filtrationwas collected by filtration
  9. customThe solids were triturated with hot methylene chloride
  10. customthe methylene chloride removed

Sources & evidence

ORD record
ord-fa87af086d09405290c7643b586bd7e4
Source dataset
uspto-grants-1976_09
Patent number
US03983246

Reaction notes

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